CS203043B2 - Herbicidní prostředek - Google Patents

Herbicidní prostředek Download PDF

Info

Publication number: CS203043B2
Authority: CS; Czechoslovakia
Prior art keywords: phosphonomethylglycine; salt; mono; align; plants
Prior art date: 1971-08-09

Application number

CS717424A

Other languages

Czech (cs)

English (en)

Inventor

John E Franz

Original Assignee

John E Franz

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1971-08-09

Filing date

1971-10-22

Publication date

1981-02-27

1971-10-22 Application filed by John E Franz filed Critical John E Franz

1981-02-27 Publication of CS203043B2 publication Critical patent/CS203043B2/cs

Links

230000002363 herbicidal effect Effects 0.000 title claims description 25
239000004009 herbicide Substances 0.000 title description 19
XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 80
239000000203 mixture Substances 0.000 claims description 53
150000001875 compounds Chemical class 0.000 claims description 51
-1 phenoxyethyl Chemical group 0.000 claims description 37
239000004480 active ingredient Substances 0.000 claims description 23
150000003839 salts Chemical class 0.000 claims description 22
239000002253 acid Substances 0.000 claims description 16
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 10
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 9
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 9
239000002671 adjuvant Substances 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 9
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 7
229910052757 nitrogen Inorganic materials 0.000 claims description 7
229910052783 alkali metal Inorganic materials 0.000 claims description 6
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 6
150000007513 acids Chemical class 0.000 claims description 5
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
150000001342 alkaline earth metals Chemical class 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 3
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
239000010949 copper Substances 0.000 claims description 3
229910052802 copper Inorganic materials 0.000 claims description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
229910052725 zinc Inorganic materials 0.000 claims description 3
239000011701 zinc Substances 0.000 claims description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
150000001768 cations Chemical class 0.000 claims description 2
125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 claims description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
125000004983 dialkoxyalkyl group Chemical group 0.000 claims description 2
229910052759 nickel Inorganic materials 0.000 claims description 2
125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
125000003386 piperidinyl group Chemical group 0.000 claims description 2
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125000005210 alkyl ammonium group Chemical group 0.000 claims 1
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OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 23
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
239000000243 solution Substances 0.000 description 18
230000000694 effects Effects 0.000 description 16
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238000000034 method Methods 0.000 description 11
150000001412 amines Chemical class 0.000 description 10
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ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 5
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WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
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239000000126 substance Substances 0.000 description 4
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101100289061 Drosophila melanogaster lili gene Proteins 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
244000068988 Glycine max Species 0.000 description 3
NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
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YYGUXKOBRVTICK-UHFFFAOYSA-N [(2-methoxy-2-oxoethyl)amino]methylphosphonic acid Chemical compound COC(=O)CNCP(O)(O)=O YYGUXKOBRVTICK-UHFFFAOYSA-N 0.000 description 3
150000001340 alkali metals Chemical class 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
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238000002844 melting Methods 0.000 description 3
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LWJROJCJINYWOX-UHFFFAOYSA-L mercury dichloride Chemical compound Cl[Hg]Cl LWJROJCJINYWOX-UHFFFAOYSA-L 0.000 description 3
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HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 3
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159000000003 magnesium salts Chemical class 0.000 description 1
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AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
239000000463 material Substances 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
230000009526 moderate injury Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
BMLIZLVNXIYGCK-UHFFFAOYSA-N monuron Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C=C1 BMLIZLVNXIYGCK-UHFFFAOYSA-N 0.000 description 1
VDCHTAFVUAPYGO-UHFFFAOYSA-N n-methylmethanamine;2-(phosphonomethylamino)acetic acid Chemical compound CNC.OC(=O)CNCP(O)(O)=O VDCHTAFVUAPYGO-UHFFFAOYSA-N 0.000 description 1
RGSODMOUXWISAG-UHFFFAOYSA-N n-prop-2-ynylprop-2-yn-1-amine Chemical class C#CCNCC#C RGSODMOUXWISAG-UHFFFAOYSA-N 0.000 description 1
JXTHEWSKYLZVJC-UHFFFAOYSA-N naptalam Chemical compound OC(=O)C1=CC=CC=C1C(=O)NC1=CC=CC2=CC=CC=C12 JXTHEWSKYLZVJC-UHFFFAOYSA-N 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
150000002815 nickel Chemical class 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
XITQUSLLOSKDTB-UHFFFAOYSA-N nitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(Cl)C=C1Cl XITQUSLLOSKDTB-UHFFFAOYSA-N 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
238000010899 nucleation Methods 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
INFDPOAKFNIJBF-UHFFFAOYSA-N paraquat Chemical class C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 INFDPOAKFNIJBF-UHFFFAOYSA-N 0.000 description 1
FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 description 1
235000020232 peanut Nutrition 0.000 description 1
239000008188 pellet Substances 0.000 description 1
230000000361 pesticidal effect Effects 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000003209 petroleum derivative Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
PAYRUJLWNCNPSJ-UHFFFAOYSA-O phenylazanium Chemical class [NH3+]C1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-O 0.000 description 1
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
239000005648 plant growth regulator Substances 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
229940072033 potash Drugs 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
235000015320 potassium carbonate Nutrition 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
PNEADEFBQNPUOW-UHFFFAOYSA-N prop-2-enyl 2-aminoacetate Chemical compound NCC(=O)OCC=C PNEADEFBQNPUOW-UHFFFAOYSA-N 0.000 description 1
MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 1
239000003380 propellant Substances 0.000 description 1
238000009418 renovation Methods 0.000 description 1
229910052701 rubidium Inorganic materials 0.000 description 1
IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
239000002426 superphosphate Substances 0.000 description 1
238000004381 surface treatment Methods 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
239000003760 tallow Substances 0.000 description 1
150000007970 thio esters Chemical class 0.000 description 1
150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
238000003971 tillage Methods 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
230000001131 transforming effect Effects 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
150000003852 triazoles Chemical class 0.000 description 1
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
238000009966 trimming Methods 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
238000009736 wetting Methods 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3813—N-Phosphonomethylglycine; Salts or complexes thereof

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CS717424A 1971-08-09 1971-10-22 Herbicidní prostředek CS203043B2 (cs)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US00170385A US3799758A (en)	1971-08-09	1971-08-09	N-phosphonomethyl-glycine phytotoxicant compositions

Publications (1)

Publication Number	Publication Date
CS203043B2 true CS203043B2 (cs)	1981-02-27

Family

ID=22619662

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS717424A CS203043B2 (cs)	1971-08-09	1971-10-22	Herbicidní prostředek

Country Status (3)

Country	Link
US (1)	US3799758A (pl)
CS (1)	CS203043B2 (pl)
PL (1)	PL82741B1 (pl)

Families Citing this family (294)

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US3969398A (en) *	1974-05-01	1976-07-13	Monsanto Company	Process for producing N-phosphonomethyl glycine
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US3910969A (en) *	1974-06-28	1975-10-07	Monsanto Co	N-phenylsulfonamido-n-phosphonomethyl glycine and certain derivatives thereof
US3996040A (en) *	1974-06-28	1976-12-07	Monsanto Company	Increasing sucrose content of sugar cane employing N-phenylsulfonamido-N-phosphonomethyl glycine and certain derivatives thereof
US3993467A (en) *	1974-08-05	1976-11-23	Monsanto Company	Hydroxyalkyl esters of N-phosphonomethyl glycine and the herbicidal use thereof
US3972915A (en) *	1974-08-14	1976-08-03	Monsanto Company	N-phosphonomethylglycine phenyl hydrazides
US3927080A (en) *	1974-09-03	1975-12-16	Monsanto Co	Process for producing N-phosphonomethyl glycine
CH606058A5 (pl) *	1974-11-01	1978-10-13	Sandoz Ag
US4106923A (en) *	1975-11-10	1978-08-15	Monsanto Company	Phosphonomethyl glycine ester anhydrides, herbicidal composition containing same and use thereof
MX3898E (es) *	1975-12-29	1981-09-10	Monsanto Co	Procedimiento mejorado para la preparacion de triesteres de n-fosfonometilglicina
US3991095A (en) *	1975-12-29	1976-11-09	Monsanto Company	N-thiolcarbonyl derivatives of N-phosphonomethylglycine
US4035177A (en) *	1975-12-29	1977-07-12	Monsanto Company	Herbicidal N-thiolcarbonyl derivatives of N-phosphonomethylglycine
US4053505A (en) *	1976-01-05	1977-10-11	Monsanto Company	Preparation of n-phosphonomethyl glycine
US4120688A (en) *	1976-04-05	1978-10-17	The Proctor & Gamble Company	Method of increasing sucrose yield of sugarcane
US4197254A (en) *	1976-05-03	1980-04-08	Monsanto Company	Derivatives of N-phosphonomethylglycine
US4047927A (en) *	1976-08-13	1977-09-13	Monsanto Company	N-(2-hydroxyalkyl) derivatives of N-phosphonomethylglycine and the herbicidal use thereof
US4063922A (en) *	1976-08-13	1977-12-20	Monsanto Company	N-(2-hydroxyalkyl) derivatives of N-phosphonomethylglycine for treatment of sugarcane
US4159901A (en) *	1977-05-16	1979-07-03	Monsanto Company	Corrosion inhibited agricultural compositions
US4140513A (en) *	1978-01-03	1979-02-20	Monsanto Company	Sodium sesquiglyphosate
US4199345A (en) *	1978-04-06	1980-04-22	Monsanto Company	Derivatives of N-trifluoroacetyl-N-phosphonomethylglycine dichloride
US4238218A (en) *	1978-06-06	1980-12-09	Monsanto Company	Ethanimidothioic (α-diaryloxyphosphinylmethylamino) acid ester hydrochlorides, herbicidal composition and herbicidal use thereof
US4496389A (en) *	1978-07-10	1985-01-29	Monsanto Company	Amide derivatives of N-trifluoroacetyl-N-phosphonomethylglycine, herbicidal compositions and use
US4218235A (en) *	1978-07-10	1980-08-19	Monsanto Company	Ester derivatives of n-trifluoroacetyl-n-phosphonomethylglycine and the herbicidal use thereof
US4353731A (en) *	1978-07-10	1982-10-12	Monsanto Company	Amide and hydrazide derivatives of N-trifluoroacetyl-N-phosphonomethylglycine
US4180394A (en) *	1978-07-10	1979-12-25	Monsanto Company	Derivatives of N-trifluoroacetyl-N-phosphonomethylglycinates and the herbicidal use thereof
US4359332A (en) *	1978-07-10	1982-11-16	Monsanto Company	Amide and hydrazide derivatives of N-trifluoroacetyl-N-phosphonomethylglycine as herbicides
US4175946A (en) *	1978-07-10	1979-11-27	Monsanto Company	Thio derivatives of N-trifluoroacetyl-N-phosphonomethylglycine
US4251258A (en) *	1978-09-29	1981-02-17	Monsanto Company	N-(Substituted carbonyl) derivatives of N-phosphinylmethylglycinates and the herbicidal use thereof
US4300942A (en) *	1978-09-29	1981-11-17	Monsanto Company	N-(Substituted carbonyl) derivatives of N-phos-phinylmethylglycinates and the herbicidal use thereof
US4226611A (en) *	1978-11-03	1980-10-07	Monsanto Company	N-Phosphonomethylglycine thioester herbicides
US4251256A (en) *	1978-12-22	1981-02-17	Monsanto Company	Herbicidal N-substituted ethylene derivatives of N-phosphonomethylglycine
US4211548A (en) *	1978-12-26	1980-07-08	Monsanto Company	Esters of N-phosphinothioylmethylglycine and herbicidal method
US4211732A (en) *	1978-12-26	1980-07-08	Monsanto Company	N-Carbobenzoxy-N-phosphinothioylmethylgylcine esters
US4195983A (en) *	1978-12-26	1980-04-01	Monsanto Company	N-Trifluoroacetyl-N-phosphinothioylmethylglycine esters
HU182980B (en) *	1979-12-28	1984-03-28	Nitrokemia Ipartelepek	Concentrates and spray solutions containing n-bracket-phosphono-methyl-bracket closed-glycine
US4251257A (en) *	1979-08-17	1981-02-17	Monsanto Company	Herbicidal methods employing derivatives of N-phosphonomethylglycine
US4652297A (en) *	1979-12-26	1987-03-24	Monsanto Company	Hydrazido derivatives of N-phosphinothioylmethylglycine esters
US4421549A (en) *	1979-12-26	1983-12-20	Monsanto Company	Amido and hydrazido derivatives of N-trifluoroacetyl-N-phosphinothioylmethylglycine esters
MX6645E (es) *	1979-12-26	1985-09-18	Monsanto Co	Procedimiento para la preparacion de una composicion herbicida
US4312662A (en) *	1979-12-31	1982-01-26	Monsanto Company	N-Substituted carboxy-N-phosphonomethylglycines and the salts thereof as herbicides
US4414158A (en) *	1980-04-29	1983-11-08	Ciba-Geigy Corporation	Phosphonomethylglycylhydroxamic acid and novel herbicidally active salts thereof
US4376644A (en) *	1980-12-04	1983-03-15	Stauffer Chemical Company	Tri-mixed alkylsulfonium salts of N-phosphonomethylglycine and their use as plant growth regulators and herbicides
US4384880A (en) *	1980-12-04	1983-05-24	Stauffer Chemical Company	Trialkylsulfonium salts of N-phosphonomethyl-glycine and their use as plant growth regulators and herbicides
US4315765A (en) *	1980-12-04	1982-02-16	Stauffer Chemical Company	Trialkylsulfonium salts of n-phosphonomethylglycine and their use as plant growth regulators and herbicides
JPS57119981A (en) *	1981-01-19	1982-07-26	Nitto Chem Ind Co Ltd	Method for stabilizing aqueous solution containing chlorine-containing oxidizing agent
EP0060132B1 (en) *	1981-03-11	1985-07-17	Monsanto Company	N-formyl-n-phosphonomethylglycine and esters thereof as herbicides
WO1983003608A1 (en) *	1982-04-06	1983-10-27	Stauffer Chemical Co	Tetra-substituted ammonium salt of n-phosphonomethylglycine and their uses as herbicides and plant growth regulants
EP0066946A1 (en) *	1981-05-19	1982-12-15	Imperial Chemical Industries Plc	Herbicidal formulations and their use to combat weeds
IE53128B1 (en) *	1981-06-19	1988-07-06	Monsanto Co	Herbicidally active monoesters and diesters of n-alkyl substituted amino methyl phosphonic acid and process for preparing the diesters
US4440562A (en) *	1981-07-20	1984-04-03	Monsanto Company	Herbicidal emulsions
US4525202A (en) *	1981-08-24	1985-06-25	Stauffer Chemical Co.	Phosphonium salts of N-phosphonomethylglycine and their use as herbicides and plant growth regulants
US5116401A (en) *	1981-11-05	1992-05-26	Union Oil Company Of California	Herbicide and method with the glyphosate-urea adduct of sulfuric acid
US5411944A (en) *	1981-11-05	1995-05-02	Union Oil Company Of California	Glyphosate-sulfuric acid adduct herbicides and use
US4437874A (en)	1981-11-25	1984-03-20	Stauffer Chemical Company	Tri-mixed alkylsulfonium salts of N-phosphonomethylgylcine and their use as plant growth regulators and herbicides
US4369142A (en) *	1981-12-03	1983-01-18	Ciba-Geigy Corporation	Process for producing N-phosphonomethylglycine
US4670041A (en) *	1981-12-16	1987-06-02	E. I. Du Pont De Nemours And Company	Oxabicycloalkane herbicides
IL65187A (en) *	1982-03-08	1985-03-31	Geshuri Lab Ltd	N-phosphonomethylglycine derivatives,processes for their preparation and herbicidal compositions containing them
US4421547A (en) *	1982-04-06	1983-12-20	Stauffer Chemical Company	4-Hydroxy-5-isopropyl-2-methylphenyl trimethylammonium, 1-piperidine carboxylate salt of N-phosphonomethylglycine and its use as a herbicide
US4534902A (en) *	1982-06-22	1985-08-13	Stauffer Chemical Company	Method for preparation of N-phosphonomethylglycine
IL66494A (en) *	1982-08-08	1985-07-31	Geshuri Lab Ltd	Isothiourea,diisothiourea and diiminourea n-phosphonomethylglycine derivatives and herbicidal compositions containing them
US4481026A (en) *	1982-11-16	1984-11-06	Stauffer Chemical Company	Aluminum N-phosphonomethylglycine and its use as a herbicide
US4472189A (en) *	1982-12-27	1984-09-18	Stauffer Chemical Co.	Stannic N-phosphonomethyglycine and its use as a herbicide
US4612034A (en) *	1982-12-27	1986-09-16	J. T. Baker Chemical Company	Herbicidal formulation
AU561761B2 (en) *	1983-03-16	1987-05-14	Monsanto Company	Glyphosate-type herbicidal compositions
US4457873A (en) *	1983-03-24	1984-07-03	Stauffer Chemical Company	Process for preparing phosphonomethylated amino acids
US4491548A (en) *	1983-04-28	1985-01-01	Stauffer Chemical Company	Process for preparing phosphonomethylated amino acids
US4548760A (en) *	1983-04-28	1985-10-22	Stauffer Chemical Company	Process for preparing phosphonomethylated amino acids
US4464194A (en) *	1983-05-12	1984-08-07	Stauffer Chemical Company	Mixed alkylsulfonium salts of N-phosphonomethylglycine
US4605522A (en) *	1983-05-27	1986-08-12	Stauffer Chemical Company	Method for preparation of N-phosphonomethylglycine or salts
ES8603901A1 (es) *	1983-07-27	1986-01-01	Rhone Poulenc Agrochimie	Procedimiento de preparacion de sulfonamidas con grupo ansinometilfosfonico
US4471131A (en) *	1983-09-27	1984-09-11	Monsanto Company	Novel silyl esters of N-phosphonomethylglycine
IN160656B (pl) *	1983-10-27	1987-07-25	Stauffer Chemical Co
EP0144137A1 (en) *	1983-10-27	1985-06-12	Stauffer Chemical Company	Synergistic herbicidal compositions
AU3148384A (en) *	1983-10-28	1985-05-02	Chevron Research Company	Glyphosate type herbicide plus oxyfluorfen
US4545804A (en) *	1983-11-21	1985-10-08	Monsanto Company	N(Aminophosphinylmethyl) glycine derivatives
IL70299A (en) *	1983-11-23	1986-07-31	Geshuri Lab Ltd	Aminophosphonic and aminophosphinic acid derivatives,processes for their preparation and herbicidal compositions containing them
US4594093A (en) *	1984-11-26	1986-06-10	Monsanto Co.	Triester derivatives of N-phosphonomethylthionoglycine as herbicides
US5874612A (en) *	1984-12-28	1999-02-23	Baysdon; Sherrol L.	Process for the preparation of glyphosate and glyphosate derivatives
US5580841A (en) *	1985-05-29	1996-12-03	Zeneca Limited	Solid, phytoactive compositions and method for their preparation
US4634788A (en) *	1985-06-06	1987-01-06	Monsanto Company	Herbicidal glyphosate oxime derivatives
PH22415A (en) *	1985-08-30	1988-09-12	Union Oil Co	Herbicide and method
DE3532344A1 (de) *	1985-09-11	1987-03-19	Hoechst Ag	Verfahren zur herstellung von n-phosphonomethylglycin
BR8605102A (pt) *	1985-10-21	1987-07-21	Stauffer Chemical Co	Composicao fitoativa liquida e composicao herbicida liquida
US5468718A (en) *	1985-10-21	1995-11-21	Ici Americas Inc.	Liquid, phytoactive compositions and method for their preparation
US4808208A (en) *	1986-08-04	1989-02-28	Canadian Patents & Development Ltd.	Phenolic safeners for glyphosate herbicides
US5047079A (en) *	1986-08-18	1991-09-10	Ici Americas Inc.	Method of preparation and use of solid, phytoactive compositions
US5668085A (en) *	1987-04-29	1997-09-16	Monsanto Company	Glyphosate formulations comprising alkoxylated amine surfactants
JP2606300B2 (ja) *	1988-07-08	1997-04-30	住友化学工業株式会社	除草組成物
JPH0225405A (ja) *	1988-07-14	1990-01-26	Kaken Pharmaceut Co Ltd	除草剤組成物
US5187292A (en) *	1988-08-18	1993-02-16	Rhone-Poulenc Agrochimie	N-sulfomethylglycinate, use in the preparation of herbicides of the glyphosate type
FR2635522B1 (fr) *	1988-08-18	1990-11-16	Rhone Poulenc Agrochimie	N-sulfonomethylglycinate procede de preparation, utilisation dans la preparation d'herbicides de type glyphosate
US4889906A (en) *	1988-11-25	1989-12-26	Monsanto Company	Amine salts of 1,4,2-oxazaphospholidine-4-acetic acid, 2-alkoxy-2-oxides
WO1990007276A2 (en) *	1988-12-27	1990-07-12	Monsanto Company	Compositions containing a mixture of herbicides
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1971
- 1971-08-09 US US00170385A patent/US3799758A/en not_active Expired - Lifetime
- 1971-10-22 PL PL1971151176A patent/PL82741B1/pl unknown
- 1971-10-22 CS CS717424A patent/CS203043B2/cs unknown

Also Published As

Publication number	Publication date
PL82741B1 (en)	1975-10-31
US3799758A (en)	1974-03-26

Publication	Publication Date	Title
US3799758A (en)	1974-03-26	N-phosphonomethyl-glycine phytotoxicant compositions
US4481026A (en)	1984-11-06	Aluminum N-phosphonomethylglycine and its use as a herbicide
US4405531A (en)	1983-09-20	Salts of N-phosphonomethylglycine
US3977860A (en)	1976-08-31	Herbicidal compositions and methods employing esters of N-phosphonomethylglycine
EP0053871B1 (en)	1984-01-11	Trialkylsulfoxonium salts of n-phosphonomethylglycine, production thereof, their use as plant growth regulators and herbicides and compositions containing them
DE2166573C3 (de)	1979-10-31	N-Phosphonomethylglycin-Derivate und deren Salze
US4840659A (en)	1989-06-20	N-Phosphonomethylglycine phytotoxicant compositions
EP0054382B1 (en)	1985-04-24	Triethylsulfonium salts of n-phosphonomethylglycine, production thereof, their use as plant growth regulators, herbicides and compositions containing them
IL43790A (en)	1977-12-30	Herbicidal compositions containing n-organo-n-phosphonomethylglycine n-oxide derivatives process for the preparation of these derivatives some new compounds of this type and the use of some of the derivatives as plant growth regulants
EP0220902A2 (en)	1987-05-06	Liquid, phytoactive compositions and methods of use
EP0073574B1 (en)	1985-11-13	Phosphonium salts of n-phosphonomethylglycine, preparation and compositions thereof and the use thereof as herbicides and plant growth regulants
US4341549A (en)	1982-07-27	Phosphonium salts of N-phosphonomethylglycine and their use as herbicides and plant growth regulants
US4437874A (en)	1984-03-20	Tri-mixed alkylsulfonium salts of N-phosphonomethylgylcine and their use as plant growth regulators and herbicides
EP0115176B1 (en)	1986-08-06	Stannic n-phosphonomethylglycine compounds and their use as herbicides
EP0014555B1 (en)	1984-04-18	Amine salts of substituted n-phosphonomethylureas, process for production thereof, compositions containing them and their use as plant growth regulators
EP0057317B1 (en)	1984-11-28	Trialkylsulf(ox)onium salts of n-phosphonomethylglycine, production thereof, their use as plant growth regulators and herbicides and compositions containing them
US4659860A (en)	1987-04-21	Thioester of n-phosphonomethylglycine
US4421547A (en)	1983-12-20	4-Hydroxy-5-isopropyl-2-methylphenyl trimethylammonium, 1-piperidine carboxylate salt of N-phosphonomethylglycine and its use as a herbicide
US4309566A (en)	1982-01-05	Plant regulator
US4495363A (en)	1985-01-22	Esters of N-phosphonomethylglycine
US4701211A (en)	1987-10-20	Substituted benzyltriethylammonium salts and their use as plant growth enhancers
TW200412852A (en)	2004-08-01	Diphenyl ether and N-(phosphonomethyl)glycine herbicidal compositions and methods of use
CA1212690A (en)	1986-10-14	Phosphonium salts of n-phosphonomethylglycine and their use as herbicides and plant growth regulants
FI58041B (fi)	1980-08-29	Herbicida blandningar innehaollande vissa n-fosfonometylglysiner som aktiva bestaondsdelar
NO742668L (pl)	1975-01-24